Formaldehyde → HCID 46947413, compound

HRID 1697532Notes

Reaction equation

HRID 1697532 reaction equation
Cl.[C:2]([C:4]1([NH:7][C:8]([C@@H:10]2[CH2:14][C@@H:13]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])(=[O:17])=[O:16])[CH2:12][NH:11]2)=[O:9])[CH2:6][CH2:5]1)#[N:3].[CH2:25]=O>>[C:2]([C:4]1([NH:7][C:8]([C@@H:10]2[CH2:14][C@@H:13]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])(=[O:17])=[O:16])[CH2:12][N:11]2[CH3:25])=[O:9])[CH2:6][CH2:5]1)#[N:3]

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 66770259HCID 66770259, compound

Product 1

HCID 46947413HCID 46947413, compound

Procedure

(2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride from experiment K4 was reductively alkylated with aqueous formaldehyde in analogy to experiment L3 to give (2S,4R)-4-(2-chloro-benzenesulfonyl)-1-methyl-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a colorless oil. MS: 368.0 [M+H]+.

Sources & evidence

ORD record
ord-c85785ccdbfc4aa68b66de9ec53461d8
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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